They could offer different products for single family vs multifamily so it's a good idea to get with a lender to see what they can do that may not be your typical mortgage type.

Good luck, you are a busy man with school, family and baseball.Likely your best bet is house hacking (if your partner and child are willing to share housing). 

I've seen banks be very competitive with blanket loans that cover multiple properties and/or multi-family properties, e.g. 5+ units.Mortgage Brokers (obviously I'm biased) - Brokers have the ability to work with all of the above and can get you to the best lender for your scenario right away instead of having you waste your time with the wrong type of lender.

I was insured through NREIG when it was a single rental to one family but now since I have transferred to room they dropped me.

Do you know the area very well or have family/friends that live in the area?

I plan to invest into smaller multi-family 2-5 unit turnkey properties.

For property selection, choosing a duplex or triplex in a good neighborhood can provide steady cash flow, while adding an ADU to a single-family home works well in areas with high rental demand like Portland.

I like the idea of STR as it seems like it can generate significantly more income than LTR and would allow me to block out dates if I have friends or family come visit.

Investment Info:Single-family residence buy & hold investment in New Milford.

I'm willing to take any advice to get better deals and make a better future for my portfolio and my family.